Ashland

Boutique Hotels in Ashland

Enter your dates to find boutique hotels in Ashland that offer unique style and charm.

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Top Boutique Hotels Ashland

Discover the best boutique hotels in Ashland, celebrated for their unique style and personality.
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
Arden Forest Inn
Arden Forest InnArden Forest InnArden Forest InnArden Forest InnArden Forest InnArden Forest Inn
95
Hotels in Ashland
Featured facilities: Pool
Amazing
48 reviews
9.4/10
1 night
From KRW 231,055
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The Mountain House by WanderLodges
The Mountain House by WanderLodgesThe Mountain House by WanderLodgesThe Mountain House by WanderLodgesThe Mountain House by WanderLodgesThe Mountain House by WanderLodgesThe Mountain House by WanderLodges
33
Hotels in Ashland
With a stay at this vacation home, you'll be centrally located in Ashland, a 9-minute walk from Southern Oregon University and 15 minutes by foot from ScienceWorks Hands-On Museum. This vacation home is 0.9 mi (1.4 km) from Oregon Cabaret Theatre and 0.9 mi (1.5 km) from Thomas Theatre. Take in the views from a garden and make use of amenities such as complimentary wireless internet access. Limited parking is available onsite. Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a full-sized refrigerator/freezer and an oven. Complimentary wireless internet access keeps you connected, and digital programming is available for your entertainment. Conveniences include a desk and a separate sitting area.
Outstanding
5 reviews
10.0/10
1 night
From KRW 345,447
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Barclay Klum House by WanderLodges
Barclay Klum House by WanderLodgesBarclay Klum House by WanderLodgesBarclay Klum House by WanderLodgesBarclay Klum House by WanderLodgesBarclay Klum House by WanderLodgesBarclay Klum House by WanderLodges
40
Hotels in Ashland
When you stay at this vacation home in Ashland, you'll be near the airport, within a 10-minute walk of Ashland Library and Southern Oregon University. This vacation home is 0.6 mi (1 km) from North Mountain Park and 0.7 mi (1.2 km) from Oregon Cabaret Theatre. Take in the views from a garden and make use of amenities such as complimentary wireless internet access and a picnic area. Free self parking is available onsite. Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a full-sized refrigerator/freezer and an oven. Complimentary wireless internet access is available to keep you connected. A private bathroom with a separate bathtub and shower features a deep soaking tub. Conveniences include a microwave and an iron/ironing board.
Outstanding
5 reviews
10.0/10
1 night
From KRW 154,037
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Ashland
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Chateau Herbe ~ Rosalind Carriage House Beautiful 1 Bedroom Apartment
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16
Hotels in Ashland
About the Space:This comfortable carriage house apartment is nestled in a gated castle community that boasts classical gardens, orchards, vineyards, water features, and breathtaking mountain views. The property is located minutes from I-5 and downtown Ashland.About the Property:Welcome to the Carriage House Rosalind at Chateau Herbe! A state-of-the art contemporary castle estate with stunning grounds.Guest Access:You will have access to the main chateau's sunroom, library, coffee bar, and patio. Explore the vineyard, gardens, orchards, pond pergola, and classical fountain.Please note that the sauna and hot tub facilities are closed seasonally December - March.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
3 reviews
10.0/10
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Grandview of Ashland
Grandview of AshlandGrandview of AshlandGrandview of AshlandGrandview of AshlandGrandview of AshlandGrandview of Ashland
35
Hotels in Ashland
When you stay at this vacation home in Ashland, you'll be near the airport and within a 5-minute drive of Lithia Park. This vacation home is 1.8 mi (2.8 km) from Allen Elizabethan Theatre and 1.8 mi (2.8 km) from Angus Bowmer Theatre. Be sure to enjoy recreational amenities including a hot tub and a sauna. This vacation home also features complimentary wireless internet access, a picnic area, and gas grills. Free self parking is available onsite. Your vacation home features a flat-screen TV. Complimentary wireless internet access is available to keep you connected. Conveniences include a washing machine and blackout drapes/curtains.
Outstanding
10.0/10
1 night
From KRW 574,024
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Courtside Cottage - WalkScore 93 - Dog Friendly
Courtside Cottage - WalkScore 93 - Dog FriendlyCourtside Cottage - WalkScore 93 - Dog FriendlyCourtside Cottage - WalkScore 93 - Dog FriendlyCourtside Cottage - WalkScore 93 - Dog FriendlyCourtside Cottage - WalkScore 93 - Dog FriendlyCourtside Cottage - WalkScore 93 - Dog Friendly
14
Hotels in Ashland
Located just blocks away from the OSF theaters downtown, Courtside Cottage is the perfect place to land on your next visit to Ashland. Park your car and live like a local in the heart of town. You’ll feel right at home with just a two-minute walk to restaurants and boutique shops. The cottage is accessible from an alley on a very quiet residential street and has been fully remodeled with a cozy but modern aesthetic.About pets:Pets allowed: dogs (limit 3 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Cannabis packaging is strictly forbidden..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
39 reviews
10.0/10
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The Urban Gypsy Loft
The Urban Gypsy LoftThe Urban Gypsy LoftThe Urban Gypsy LoftThe Urban Gypsy LoftThe Urban Gypsy LoftThe Urban Gypsy Loft
24
Hotels in Ashland
Within walking distance, enjoy world-class Shakespeare theater, restaurants, wineries, shopping, unique coffee shops, and endless outdoor adventure with a stunning scenic backdrop! You'll be above all the fun in a hip, colorful 2 bedroom loft. Art, culture, and downtown vibes - The Urban Gypsy Loft in Southern Oregon checks all the boxes for the best weekend getaway, girl's trip or stay-cation. If outdoor adventure is your jam, you chose the right town!This apartment is located upstairs in a 3-unit historic building on Main Street. The spacious apartment features the following;Guest access is given within a few hours of check-in. You'll be given a unique code that allows you access into the building, and a separate code to get into the loft. Safety is a high priority for our guests :)Other things to note; there is a breakfast spot directly below our loft, a yummy Italian restaurant, and a sexy wine bar open until 11 pm, so you can literally walk out the door and be at any of these places within seconds!About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Do not use fireplace, not a working fireplace.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
5 reviews
10.0/10
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Charming house two blocks from downtown Ashland
Charming house two blocks from downtown AshlandCharming house two blocks from downtown AshlandCharming house two blocks from downtown AshlandCharming house two blocks from downtown AshlandCharming house two blocks from downtown AshlandCharming house two blocks from downtown Ashland
19
Hotels in Ashland
The Serendipity House is a comfortably stylish escape in the heart of Ashland. Our newly remodeled home has all the comforts you will need. Cozy beds for sleeping late, a full kitchen with a complimentary coffee bar, a living room for socializing with family and friends, and all the privacy of having the entire property to yourselves. Restaurants, shopping, and theater begin two blocks away. This is the perfect house for your unforgettable Ashland experience.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
5 reviews
10.0/10
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Chateau Herb ~ Juliet Carriage House Studio
Chateau Herb ~ Juliet Carriage House StudioChateau Herb ~ Juliet Carriage House StudioChateau Herb ~ Juliet Carriage House StudioChateau Herb ~ Juliet Carriage House StudioChateau Herb ~ Juliet Carriage House StudioChateau Herb ~ Juliet Carriage House Studio
15
Hotels in Ashland
Welcome to the Carriage House Juliet at Chateau Herbe! A state-of-the art contemporary castle estate with stunning grounds.This comfortable carriage house apartment is nestled in a gated castle community that boasts classical gardens, orchards, vineyards, water features, and breathtaking mountain views. The property is located minutes from I-5 and downtown Ashland.Guest access:You will have access to the communal chateau sunroom, library, coffee bar, and patio. Explore the vineyard, gardens, orchards, pond pergola, and classical fountain.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Outstanding
3 reviews
10.0/10
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Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
Oberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown AshlandOberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown AshlandOberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown AshlandOberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown AshlandOberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown AshlandOberon -Second Spring Property 1-3 Bedroom Luxury Rentals In Downtown Ashland
35
Hotels in Ashland
Second Spring PropertyWe are excited to announce that our property was given The Ashland Historic Preservation Award in 2014.This luxury vacation property is uniquely designed for elegance and comfort that will make you feel right at home. This newly renovated craftsman can be rented as a 3 bedroom 2 bath home or split into two connecting apartments with kitchens, dining areas and living rooms. You can stay at home and entertain or walk a block to the heart of Ashland's shopping and theatre district to dine in its finest restaurants, bars and cafes, enjoy the best of the arts or take a walk in beautiful Lithia Park. OBERONThis lovely 550 sq ft apartment will make you feel cozy and right at home with a kitchenette, cork floors, stainless steel appliances, a coffee maker, and full cooking and eating utensils.As you wake up in your soft organic bamboo cotton sheets covered in down pillows and blankets, you look out into the crystal zen flower and vegetable gardens. The bedroom also has a walk-in closet, clock/radio and a 42” smart T.V. with Amazon and Netflix.The bathroom has a rainwater shower, granite counter tops and tile floors. We offer shampoo, conditioner, body wash, local lavender oatmeal soap and local organic jojoba and Shea butter lotion.The living room (which can easily converted into a second bedroom) has a daybed, down comforter and pillows, organic bamboo sheets, a 42 inch smart t.v., bose sound system, a dining area to seat 2 and a view out into the zen gardens, the mountains and downtown Ashland. Oberon also has a deck with a seating area to watch the world go by...Oberon is meant for 2, but can sleep up to 3 people.*we only use non-toxic cleaning products and detergents. All down bedding can be replaced with alternative bedding.** Adjoining properties can become a 3 bedroom 2 bathroom home that sleeps 6. Summer rate is $425 a night with a 2 night minimum and $2,800 a week. The fall/winter/spring rate is $300 a night and 1,800 a week. For more information about the adjoining apartment look at our listing at Second Spring Property - Titania at VRBO #555935TITANIA(This is a separate listing. Titania is the adjoining apartment that can be viewed here: VRBO #555935)This beautiful 900 sq. ft. apartment offers a full state of the art kitchen with stainless steel appliances, granite counter tops, cork floors, an espresso machine, juicer, full eating and cooking utensils, 6 burner stove top and oven, dishwasher and dining area with a table that folds out to seat 6. The living room will make you feel right at home with books, games, 42 inch flat screen t.v, Bose sound system, leather couches and views of the mountains and downtown Ashland.The bedroom suite has a full walk in closet, a bathroom with rainwater shower/bathtub and granite counter tops and a queen-size bed with organic bamboo sheets, goose down pillows and comforter, ihome radio/music player. PA #13 - 1476About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
10.0/10
Check Availability
See All Boutique Hotels in Ashland

FAQs

What's the best pet-friendly accommodation in Ashland?

Green Springs Inn (from KRW 167,699) allows pets. Take your pets with you during your stay!

What’s the best hotel in Ashland with hot springs?

Wanna experience hot springs in your hotel? Lithia Springs Resort (from KRW 153,242) has hot springs. Book now!

Where can I find the best hotel discounts in Ashland?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.

Which hotels are recommended near Southern Oregon University in Ashland?

For Ashland hotels near Southern Oregon University, many travelers recommend Flagship Inn of Ashland (from KRW 81,784), Stratford Inn (from KRW 145,394) and Timbers Inn and Suites (from KRW 83,230) for their great location and service.